ChemicalBook >> CAS DataBase List >>Gatifloxacin

Gatifloxacin

CAS No.
112811-59-3
Chemical Name:
Gatifloxacin
Synonyms
Zymar;TEQUIN;CG5501;S)-AHPC;Gatiquin;PD135432;PD 135432;PD-135432);BMS-206584;GASTRODINUM
CBNumber:
CB2726045
Molecular Formula:
C19H22FN3O4
Molecular Weight:
375.39
MDL Number:
MFCD00895399
MOL File:
112811-59-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-03 11:24:09
Product description Number Pack Size Price
Gatifloxacin certified reference material, pharmaceutical secondary standard PHR3849 500MG $198
Gatifloxacin ≥98% 14290 1g $49
Gatifloxacin ≥98% 14290 5g $213
Gatifloxacin ≥98% 14290 10g $376
Gatifloxacin ≥98% 14290 1g $44
More product size

Gatifloxacin Properties

Melting point 162°C
Boiling point 607.8±55.0 °C(Predicted)
Density 1.386±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,2-8°C
solubility Chloroform (Slightly, Heated), Methanol (Slightly, Heated)
pka 6.43±0.50(Predicted)
form White to yellow crystalline powder.
color White to Off-White
Major Application pharmaceutical (small molecule)
InChI InChI=1S/C19H22FN3O4/c1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26/h7,9-11,21H,3-6,8H2,1-2H3,(H,25,26)
InChIKey XUBOMFCQGDBHNK-UHFFFAOYSA-N
SMILES N1(C2CC2)C2=C(C=C(F)C(N3CCNC(C)C3)=C2OC)C(=O)C(C(O)=O)=C1
CAS DataBase Reference 112811-59-3(CAS DataBase Reference)
FDA UNII 81485Y3A9A
ATC code J01MA16,S01AE06
UNSPSC Code 41116107
NACRES NA.21

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
Hazard Codes  Xn
Risk Statements  20/21/22
Safety Statements  36/37
WGK Germany  WGK 1
HS Code  29335990
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Dermal
Acute Tox. 4 Inhalation
Acute Tox. 4 Oral
NFPA 704
0
3 0

Gatifloxacin price More Price(85)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR3849 Gatifloxacin certified reference material, pharmaceutical secondary standard 500MG $198 2026-04-30 Buy
Cayman Chemical 14290 Gatifloxacin ≥98% 112811-59-3 1g $49 2026-04-30 Buy
Cayman Chemical 14290 Gatifloxacin ≥98% 112811-59-3 5g $213 2026-04-30 Buy
Cayman Chemical 14290 Gatifloxacin ≥98% 112811-59-3 10g $376 2026-04-30 Buy
Cayman Chemical 14290 Gatifloxacin ≥98% 112811-59-3 1g $44 2024-03-01 Buy
Product number Packaging Price Buy
PHR3849 500MG $198 Buy
14290 1g $49 Buy
14290 5g $213 Buy
14290 10g $376 Buy
14290 1g $44 Buy

Gatifloxacin Chemical Properties,Uses,Production

Description

Gatifloxacin belongs to a class of drugs known as quinolone antibiotics and is used to treat acute sinus, lung, or urinary tract infections and sexually transmitted bacterial infection.This drug may be taken orally, in tablet form, or by injection.Common side effects associated with gatifloxacin include nausea, vaginitis(irritation or inflammation of the vagina),diarrhea, headache, dizziness, and irregular heart beats. In general, gatifloxacin is used in people who are unresponsive to other AOM therapies.
In one study, gatifloxacin was compared with amoxicillin/clavulanate in the treatment of recurrent otitis media (OM) and AOM in treatment failures in children.Three hundred fifty-four infants and children with recurrent OM or AOM failure received gatifloxacin or amoxicillin/clavulanate.Results showed that both drugs were well tolerated; the most common side effect was diarrhea.Researchers concluded that treatment with gatifloxacin once daily was as effective as amoxicillin/clavulanate twice daily.In other medical literature, gatifloxacin has been noted as a third-line treatment option in AOM.

Chemical Properties

White to light yellow powder

Uses

An antibacterial.

Definition

ChEBI: A monocarboxylic acid that is 4-oxo-1,4-dihydroquinoline-3-carboxylic acid which is substituted on the nitrogen by a cyclopropyl group and at positions 6, 7, and 8 by fluoro, 3-methylpiperazin-1-yl, and methoxy groups, respectively. Gatifloxacin is an anti iotic of the fourth-generation fluoroquinolone family, that like other members of that family, inhibits the bacterial topoisomerase type-II enzymes.

brand name

Tequin (Bristol-Myers Squibb); Zymar (Allergan).

Antimicrobial activity

Gatifloxacin is an 8-methoxyfluoroquinolone with enhanced activity against Gram-positive, atypical agents, and some anerobes, and broad-spectrum activity against Gram-negative bacteria. It is bactericidal and produces a post-antibiotic effect in Gram-positive and Gramnegative bacteria.
The in vitro antibacterial spectrum of gatifloxacin has been tested against a variety of clinically important microorganisms. It is two to four times more potent than ciprofloxacin and ofloxacin against staphylococci, streptococci, pneumococci, and enterococci. However, it is two times less potent than ciprofloxacin, but the same as or two times more potent than ofloxacin against Enterobacteriaceae. Gatifloxacin and ofloxacin have similar antipseudomonal activity, while ciprofloxacin is two to eight times more potent. Gatifloxacin is highly potent against Hemophilus influenzae, Legionella species, and Helicobacter pylori, and also has activity against Bacteroides fragilis and Clostridium difficile. Like other quinolones, it has poor activity against Mycobacterium avium intracellulare, but is 8–16 times more potent against Mycobacterium tuberculosis.
Meyler's Side Effects of Drugs || Gatifloxacin

Pharmaceutical Applications

The spectrum includes Acinetobacter spp. and Aeromonas spp. but it is not very active against Ps. aeruginosa and other non-fermentative Gram-negative rods. It is more active against methicillin-susceptible strains of staphylococci than methicillin-resistant strains. It is also active against Chlamydia, Mycoplasma and Legionella spp. and has some activity against anaerobes.
It is almost completely absorbed when given orally and is widely distributed throughout the body into many body tissues and fluids. The plasma half-life is 6–8 h. More than 70% of the drug is excreted unchanged in the urine. Renal clearance is reduced by 57% in moderate renal insufficiency and by 77% in severe renal insufficiency.
Prolongation of the QTc interval in some patients and interference with diabetes mellitus have resulted in withdrawal of the drug in most countries for systemic usage. Gatifloxacin remains in use in North America only as an ophthalmic solution.

Biological Activity

Fluoroquinolone antibiotic. Inhibits bacterial type II topoisomerases (IC 50 values are 0.109 and 13.8 μ g/ml for E.coli DNA gyrase and S.aureus topoisomerase IV respectively). Displays potent activity against gram-positive and gram-negative bacteria. Stimulates short-term self-renewal in both human and mouse embryonic stem cells in vitro .

Mechanism of action

Gatifloxacin is a quinolone antimicrobial. It is an 8-methoxyfluoroquinolone with a 3-methylpiperazinyl substituent at C7. The antibacterial action of gatifloxacin results from inhibition of DNA gyrase and topoisomerase IV. DNA gyrase is an essential enzyme that is involved in the replication, transcription, and repair of bacterial DNA. Topoisomerase IV is an enzyme known to play a key role in the partitioning of the chromosomal DNA during bacterial cell division. The mechanism of action of fluoroquinolones including gatifloxacin is different from that of aminoglycoside, macrolide, and tetracycline antibiotics. Therefore, gatifloxacin may be active against pathogens that are resistant to these antibiotics and these antibiotics may be active against pathogens that are resistant to gatifloxacin. There is no cross-resistance between gatifloxacin and the aforementioned classes of antibiotics. Cross-resistance has been observed between systemic gatifloxacin and some other fluoroquinolones.
https://www.accessdata.fda.gov

Pharmacokinetics

Gatifloxacin ophthalmic solution 0.5% was administered to one eye of 6 healthy male subjects each in an escalated dosing regimen starting with a single 2 drop dose, then 2 drops 4 times daily for 7 days, and finally 2 drops 8 times daily for 3 days. At all time points, serum gatifloxacin levels were below the lower limit of quantification (5 ng/mL) in all subjects.

Side effects

Gatifloxacin is well absorbed from the gastrointestinal tract (oral availability almost 100%), and concomitant administration of a continental breakfast, 1050 kcal, had no effect on its availability. The standard dose is 400 mg od and both oral and intravenous formulations are available.
Common side effects
Worsening of eye infection
Eye irritation
Eye pain
Change in taste
The following serious adverse reactions are described elsewhere in the labeling:
Hypersensitivity [see Contraindications (4) and Warnings and Precautions (5.1)]
Growth of Resistant Organisms With Prolonged Use [see Warnings and Precautions (5.2)]
Corneal Endothelial Cell Injury [see Warnings and Precautions (5.3)]
https://go.drugbank.com
https://medlineplus.gov
https://www.accessdata.fda.gov

storage

+4°C

Gatifloxacin Preparation Products And Raw materials

Global( 561)Suppliers
Supplier Tel Email Country ProdList Advantage
XINGTAI XINGJIU NEW MATERIAL TECHNOLOGY CO., LTD
+8617731987558 xingjiu@xingjiubiotech.com China 989 58
Shanghai Jinhuan Chemical CO.,LTD.
+86-21-52210535 +8613162045318 sales@jinhchem.com China 331 58
Hebei Chuanghai Biotechnology Co., Ltd
+8615350571055 Sibel@chuanghaibio.com China 8738 58
Henan Suikang Pharmaceutical Co.,Ltd.
+86-18239973690 sales@suikangpharm.com China 311 58
Shaanxi Xianhe Biotech Co., Ltd
+86-17709210191; +8617709210191 Jerry@xhobio.com China 906 58
Wuhan JiyunZen Tech Co., Ltd.
+86-18062099985 Amyjiyunzen@yeah.net China 672 58
Hefei Lbao Physical & Chemical Science Co.,Ltd
+15184799099 lbaochemicals@gmail.com China 670 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806 sales@capot.com China 29640 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21587 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60

Related articles

  • Toxicity of Gatifloxacin
  • Gatifloxacin is an 8-methoxy fluoroquinolone and is marketed by Bristol Myers Squibb as Tequint. Three formulations are availa....
  • Mar 18,2022

View Lastest Price from Gatifloxacin manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Gatifloxacin pictures 2026-06-05 Gatifloxacin
112811-59-3
1KG 98%-101% 1000kgs WUHAN FORTUNA CHEMICAL CO., LTD
Gatifloxacin pictures 2026-06-02 Gatifloxacin
112811-59-3
$41.00 99.85% 10g TargetMol Chemicals Inc.
Gatifloxacin pictures 2026-06-02 Gatifloxacin
112811-59-3
$41.00 99.85% 10g TargetMol Chemicals Inc.
  • Gatifloxacin pictures
  • Gatifloxacin
    112811-59-3
  • $0.00
  • 98%-101%
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Gatifloxacin pictures
  • Gatifloxacin
    112811-59-3
  • $41.00
  • 99.85%
  • TargetMol Chemicals Inc.
  • Gatifloxacin pictures
  • Gatifloxacin
    112811-59-3
  • $41.00
  • 99.85%
  • TargetMol Chemicals Inc.
GATIFLOXACIN 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid 1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-8-METHOXY-7-(3-METHYLPIPERAZIN-1-YL)-4-OXO-3-QUINOLINECARBOXYLIC ACID 1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDROXY-8-METHOXY-7-(3-METHYL-1-PIPERAZINYL)-4-OXO-3-QUINOLINECARBOXYLIC ACID Gatifloxacin API Gatiquin AM 1155;BMS 206584-01;PD 135432;AM1155;BMS206584-01;PD135432;AM-1155;PD-135432 BMS 206584-01 BMS206584-01 PD 135432 PD135432 PD-135432) 1-CYCLOPROPYL-6-FLUORO-8-METHOXY-7-(3-METHYL-PIPERAZIN-1-YL)-4-OXO-1,4-DIHYDRO-QUINOLINE-3-CARBOXYLIC ACID AKOS NCG1-0010 TEQUIN Gatifloxacin(AM-1155) Zymar GASTRODINUM 1-cyclopropyl-6-fluoro-4-keto-8-methoxy-7-(3-methylpiperazin-1-yl)quinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-quinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxoquinoline-3-carboxylic acid 1-cyclopropyl-6-fluoro-8-Methoxy-7-[(3S)-3-Methylpiperazin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-8-Methoxy-7-(3-Methyl-1-piperazinyl)-4-oxo- 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-Methoxy-7-(3-Methyl-1-piperazinyl)-4-oxo-3-quinoli CG5501 BMS-206584 (±)-1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid sesquihydrate sesquihydrate Gatifloxacin synthetic Gatifloxacin 1.5H20 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid USP/EP/BP 1-Cyclopropyl-6-fluoro-1 4-dihydro-8-methoxy-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid Gatifloxacin Impurity M Gatifloxacin piperazine 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-4-ium-1-yl)-4-oxoquinoline-3-carboxylate GatifloxacinQ: What is Gatifloxacin Q: What is the CAS Number of Gatifloxacin Q: What is the storage condition of Gatifloxacin Q: What are the applications of Gatifloxacin S)-AHPC And for the effect of 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-(3-methyl-piperazin-1-yl)-4-oxo-Quinolin-3-carboxylic acid Gatifiloxacin Gatifloxacin, Fluoroquinolone antibiotic Gatifloxacin - Bio-X ? Gatifloxacin: 1-Cyclopropyl-6-fluoro- 8-methoxy-7-(3-methylpiperazin-1-yl)- 4-oxo-quinoline-3-carboxylic acid SGLT1 Inhibitor Intermediate (Geriatric) SGLT1 Inhibitor Intermediate (Combination) SGLT1 Inhibitor Precursor Canine Gatifloxacin Precursor Canine Gatifloxacin Intermediate Gatifloxacin (Standard) 112811-59-3 112811-59-8 C19H22FN3O4 C19H22FN3O45H2O 37539 Pharmaceutical intermediates Gatiflo, Tequin and Zymar Intermediates & Fine Chemicals Pharmaceuticals